Guesthouse vacation rentals in Sint Maarten

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Top-rated guesthouse rentals in Sint Maarten

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Guesthouse in Simpson Bay

4.94 out of 5 average rating, 69 reviews

White Sands Beach Studio

This is the studio apartment you want. In a prime location in a safe neighborhood, with everything need to enjoy a perfect vacation. You have supermarkets, car rentals, restaurants, and bars within walking distance. A 30-second walk from Simpson Bay beach &6 min to Maho Beach, our world-famous airport beach. Public transportation is also available there. The apartment is recently renovated and equipped with AC, Netflix, a cozy kitchen, a magnificent garden, and a terrace overlooking the airport.

Guest favorite

Guesthouse in Simpson Bay

4.96 out of 5 average rating, 96 reviews

Simpson Bay Beach 1 bed Apt Topdeck. Ocean views

Modern 1 bedroom luxury apartment detached from the main house. Backup power Generator. Marble floors throughout. All stainless appliances in a full size kitchen. Free WIFI inside and on roof deck. Satellite TV. Additional Queen sofa sleeper in living room sleeps 2. Washer/Dryer. 90 steps to the beautiful Simpson Bay Beach. Private roof deck with 360° views. Grill, fridge and sink on deck. Beach chairs, beach towels umbrella, coolers. Parking right outside your gate. Onsite massage available

Guest favorite

Guesthouse in Cole Bay

4.96 out of 5 average rating, 26 reviews

New! Apartment with pool and ocean view#4

Take it easy at this unique and tranquil getaway. Renovated apartment in a complex with pool and ocean view. Ideally located in Pelican Key, next to the beach, restaurants, groceries, bars, casinos, clubs , Simpson Bay and close to the airport. This apartment, "Statia" is part of a complex with 5 other independent apartments, with swimming pool, garden, laundry, private and free parking. You will enjoy this peaceful place ! Sint Maarten is currently experiencing some daily power outages

Guesthouse in Upper Prince's Quarter

Awesome 2 Bedroom Guesthouse with pool and views

This is a stylish, modern place to stay and is perfect for group trips, especially for events. Its located in the quiet area of Point Blanche, which is about 10 minutes from the capitol, Philipsburg. It's a fully furnished, 2 Bedrooms,2 Baths guest house, with Pool and spectacular ocean views, outdoor pool bar and grill. There is private secure parking for 2 cars, and 24/7 security monitoring. Very spacious unit with each bedroom having a king size bed, LED TV and its own private balcony.

Guesthouse in Cole Bay

5 out of 5 average rating, 6 reviews

Private Secluded Room/ Private Bathroom

24/7 ACCESS TO HOSTS TAXI SERVICE 10 Minute Drive to Airport 5 Minute drive to the Beaches With Room Comes: Free Airport Pickup from Licensed Island Taxi Driver (HOST) Smoking and Drinking is allowed on property but no partying. Patio Connected To Room. * Rooftop Access on Property for Spectacular views * Space is Private but is connected to Hosts Home (Island Style Apartment Home) Still very private and behind gated fence for safety! Room has TV, Kitchenette, Bed, Couch, Table, Chair

Guesthouse in Upper Prince's Quarter

Cathy’s Ocean View Corner Guesthouse

This lovely guesthouse is in the heart of the residential section of St. Maarten called Oyster Pond. It is one of the best neighborhoods on the island because of the peaceful, serene, and stunning views of the pond and ocean. The neighborhood is unique because of its location on the border between the French and formerly Dutch, now Country St. Maarten, side of the island. Two beaches are within a 5-minute walk from the bungalow. The bungalow is located inside a safe gated community.

Superhost

Guesthouse in Little Bay

4.91 out of 5 average rating, 32 reviews

Studio near the beach

Small lovely studio in a quiet, peaceful and secure neighborhood. The studio is air-conditioned and perfect for the budget traveler and with about 25m2 it is spacious enough for 2 guests. The studio is equipped with a small kitchenette and a full bathroom. Located within a 10-minute walk to Belair beach and a 5-minute walk to the hospital. Philipsburg is a 5 minute drive away. Note: The studio has a shared entrance and is located next to the main house where the host resides.

Guesthouse in Upper Prince's Quarter

4.58 out of 5 average rating, 12 reviews

Studio with privacy & wonderful view

Enjoy your stay in Sint Maarten in this cozy and peaceful studio in a safe gated community in Dawn Beach. There is a wonderful view of the sea with St Barths, St Kitts, St Eustatius on the horizon. The studio is surrounded by lush greenery. You can relax in the swimming pool and under the gazebo. Start your day with breakfast on the balcony with healthy sea breeze. Enjoy the nearby beaches of Dawn Beach and Oyster Pond. The house and studio has a private gate

Guest favorite

Guesthouse in Cole Bay

4.95 out of 5 average rating, 19 reviews

Cottage studio with private garden terrace

This cozy studio guest house has its own private garden, and offers a central location for your stay on Sint Maarten! Located in Cole Bay, this guest house is within 5 minutes driving from the beach and the entertainment area of Simpson Bay with its great Restaurants, Nightlife, Activities, and Watersports. Located on the property of the host, this studio has its own private entrance, so make yourself at home!

Superhost

Guesthouse in Little Bay

4.85 out of 5 average rating, 220 reviews

Your oasis with spectacular views and private pool

Long idelness by the infinity pool. Two bedrooms each with its own bathroom and seperate toilette. A few minutes from the beach, shops and nightlife and yet in a quiet and safe area. The guests has the entire home with a private pool. Please check “villa_pi” on instagram for more photos